Westland Insurance Group Ltd. has appointed Cari Watson (pictured) as executive vice president (EVP), client experience and digital, effective March 30, 2026, the company announced Thursday.
Watson joins Westland’s executive team to lead the organization’s digital transformation and brand strategies, with a focus on strengthening client engagement and supporting organic growth. She will also continue to oversee marketing, communications, and digital sales, along with several internal strategic initiatives.
Watson brings more than 25 years of experience in the insurance industry. Since joining Westland in 2020, she has led large-scale transformation initiatives aimed at enhancing both client and employee experiences.
In her new role, Watson will guide the integration of emerging technologies, data-driven decision-making, and strategic digital enablement.
President and CEO Jamie Lyons said Watson’s track record made her a natural fit for the position.
“Cari’s leadership has been central to how we’ve evolved our approach to client experience and digital enablement,” Lyons said. “As we continue to invest in data, digital, and AI capabilities, her ability to lead through change and bring people along in that journey will be critical to achieving our organizational strategy. She’s a trusted leader who reflects the best of Westland’s culture.”
Watson said she intends to keep the needs of both clients and internal teams at the centre of her work.
“For me, this work is about people – listening, collaborating, and building solutions that reflect what our clients and teams truly need,” Watson said. “By focusing on thoughtful design, strong collaboration, and the right digital tools, we can create experiences that truly make a difference. We have a strong foundation already, and I’m excited to continue working with our teams to build on that momentum.”
The appointment comes as Westland continues to bolster its national presence. In January, the company acquired PV&V Insurance Centre Ltd. and Meester Insurance Centre, effective Jan. 1, 2026, to strengthen its presence in Ontario – one of several moves that point to the brokerage’s continued coast-to-coast growth. In February, the company also released its 2025 Community Impact Report, noting that employees contributed more than 3,400 volunteer hours and supported 280 community initiatives, with over $700,000 donated across Canada throughout the year.
